Penarolide sulfates A1 and A2, new α-glucosidase inhibitors from a marine sponge Penares sp.

Youichi Nakao, Takashi Maki, Shigeki Matsunaga, Rob W M Van Soest, Nobuhiro Fusetani

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

Penarolide sulfates A1 (1) and A2 (2) have been isolated as α-glucosidase inhibitors from a marine sponge Penares sp.1 Their structures including absolute stereochemistry were determined to be unique 30- and 31-membered macrolides encompassing a proline residue and three sulfate groups by interpretation of spectral data and chemical degradation. Penarolide sulfates A1 (1) and A2 (2) inhibit α-glucosidase with IC50 values of 1.2 and 1.5 μg/mL, respectively. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)8977-8987
Number of pages11
JournalTetrahedron
Volume56
Issue number46
DOIs
Publication statusPublished - 2000 Nov 10
Externally publishedYes

Fingerprint

Glucosidases
Porifera
Sulfates
varespladib methyl
Stereochemistry
Macrolides
Proline
Inhibitory Concentration 50
Degradation
penarolide sulfate A2

Keywords

  • Enzyme inhibitors
  • Macrolides
  • Marine metabolites
  • Mass spectrometry
  • Sponge

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Penarolide sulfates A1 and A2, new α-glucosidase inhibitors from a marine sponge Penares sp. / Nakao, Youichi; Maki, Takashi; Matsunaga, Shigeki; Van Soest, Rob W M; Fusetani, Nobuhiro.

In: Tetrahedron, Vol. 56, No. 46, 10.11.2000, p. 8977-8987.

Research output: Contribution to journalArticle

Nakao, Youichi ; Maki, Takashi ; Matsunaga, Shigeki ; Van Soest, Rob W M ; Fusetani, Nobuhiro. / Penarolide sulfates A1 and A2, new α-glucosidase inhibitors from a marine sponge Penares sp. In: Tetrahedron. 2000 ; Vol. 56, No. 46. pp. 8977-8987.
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